Methylamine → HCID 178435787, compound

HRID 2174036Notes

Reaction equation

HRID 2174036 reaction equation
[CH2:1]([C:3]1[C:4]([C:23]([C:29]2[N:33](COCC[Si](C)(C)C)[C:32]3[CH:42]=[CH:43][C:44]([C:46]#[N:47])=[CH:45][C:31]=3[N:30]=2)(O)[C:24]([F:27])([F:26])[F:25])=[C:5]2[C:9](=[C:10]([CH3:12])[CH:11]=1)[N:8]([S:13]([C:16]1[CH:22]=[CH:21][C:19]([CH3:20])=[CH:18][CH:17]=1)(=[O:15])=[O:14])[CH:7]=[CH:6]2)[CH3:2].C(C1C(C(C2N(COCC[Si](C)(C)C)C3C=C(C#N)C=CC=3N=2)(O)C(F)(F)F)=C2C(=C(C)C=1)[N:55](S(C1C=CC(C)=CC=1)(=O)=O)[CH:54]=C2)C.CN>CO.C(O)C>[CH2:1]([C:3]1[C:4]([C:23]([C:29]2[NH:33][C:32]3[CH:42]=[CH:43][C:44]([C:46]#[N:47])=[CH:45][C:31]=3[N:30]=2)([NH:55][CH3:54])[C:24]([F:25])([F:27])[F:26])=[C:5]2[C:9](=[C:10]([CH3:12])[CH:11]=1)[N:8]([S:13]([C:16]1[CH:17]=[CH:18][C:19]([CH3:20])=[CH:21][CH:22]=1)(=[O:14])=[O:15])[CH:7]=[CH:6]2)[CH3:2]

Participants

6

Reactant 3

HCID 6329MethylamineHCID 86701591HCID 86701591, compoundHCID 86701592HCID 86701592, compound

Product 1

HCID 178435787HCID 178435787, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 887MethanolSolvent

Procedure

The title compound was synthesized from a mixture of (±)-2-(1-(5-ethyl-7-methyl-1-tosyl-1H-indol-4-yl)-2,2,2-trifluoro-1-hydroxyethyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-benzo[d]imidazole-5-carbonitrile and (±)-2-(1-(5-ethyl-7-methyl-1-tosyl-1H-indol-4-yl)-2,2,2-trifluoro-1-hydroxyethyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-benzo[d]imidazole-6-carbonitrile as described in Example 105-A, methylamine in MeOH was used instead of ammonia in ethanol. MS (ESI+) m/z 566.79 (M+H).

Sources & evidence

ORD record
ord-c0ef3714f3c74f5690d1719cf0011d0e
Source dataset
uspto-grants-2015_06
Patent number
US09056874B2

Reaction notes

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